US11485753B2ActiveUtilityA1

Substituted nucleosides, nucleotides and analogs thereof

89
Assignee: JANSSEN PHARMACEUTICA NVPriority: Dec 21, 2012Filed: Oct 5, 2020Granted: Nov 1, 2022
Est. expiryDec 21, 2032(~6.4 yrs left)· nominal 20-yr term from priority
C07H 19/16A61K 31/7076C07H 19/207C07H 19/213A61P 31/14C07H 19/10C07H 19/20C07H 19/173C07H 19/06A61P 31/20
89
PatentIndex Score
1
Cited by
448
References
20
Claims

Abstract

Disclosed herein are nucleotide analogs, methods of synthesizing nucleotide analogs and methods of treating diseases and/or conditions such as a HCV infection with one or more nucleotide analogs.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
       1. A pharmaceutical composition comprising a compound of Formula (I), or a pharmaceutically acceptable salt thereof, having the structure: 
       
         
           
           
               
               
           
         
         wherein: 
         B 1  is selected from the group consisting of 
       
       
         
           
           
               
               
           
         
         R 1  is selected from the group consisting of an unsubstituted C 1-6  alkyl and an unsubstituted C 2-6  alkynyl; 
         each   is absent; 
         R 2  is fluoro; 
         R P  is absent; 
         R 3  is OH; 
         R 4  is hydrogen or 
       
       
         
           
           
               
               
           
         
         R 5A  is selected from the group consisting of OH, 
       
       
         
           
           
               
               
           
         
         R 5B  is selected from the group consisting of an OH, —O-unsubstituted phenyl, —O-unsubstituted naphthyl, 
       
       
         
           
           
               
               
           
         
         R 6B  and R 6C  are each independently selected from the group consisting of hydrogen and an unsubstituted C 1-6  alkyl; 
         R 11A , R 12A , R 11B  and R 12B  are each hydrogen; 
         R 13  is selected from the group consisting of an unsubstituted C 1-6  alkyl and an unsubstituted C 3-6  cycloalkyl; 
         R 14  and R 15  are each independently selected from the group consisting of hydrogen and an unsubstituted C 1-6  alkyl; 
         R 13A  and R 13B  are each an unsubstituted —O—C 1-4  alkyl; 
         n is 0 or 1; 
         R 9 , R 10  and R 11  are each hydrogen; and 
         Z 1 , Z 1A  and Z 1B  are each O, 
       
       and a pharmaceutically acceptable carrier, diluent, excipient or combination thereof. 
     
     
       2. The pharmaceutical composition of  claim 1 , wherein R 1  is an unsubstituted C 1-6  alkyl. 
     
     
       3. The pharmaceutical composition of  claim 1 , wherein R 1  is methyl. 
     
     
       4. The pharmaceutical composition of  claim 1 , wherein R 1  is ethynyl. 
     
     
       5. The pharmaceutical composition of  claim 1 , wherein R 4  is hydrogen. 
     
     
       6. The pharmaceutical composition of  claim 1 , wherein R 4  is 
       
         
           
           
               
               
           
         
       
     
     
       7. The pharmaceutical composition of  claim 6 , wherein R 5B  is an —O-unsubstituted phenyl; and R 5A  is 
       
         
           
           
               
               
           
         
       
     
     
       8. The pharmaceutical composition of  claim 6 , wherein R 5A  is 
       
         
           
           
               
               
           
         
       
     
     
       9. The pharmaceutical composition of  claim 6 , wherein R 5A  is 
       
         
           
           
               
               
           
         
       
     
     
       10. The pharmaceutical composition of  claim 6 , wherein R 5A  is 
       
         
           
           
               
               
           
         
       
     
     
       11. The pharmaceutical composition of  claim 10 , wherein R 13A  and R 13B  are each —O-isopropyl. 
     
     
       12. The pharmaceutical composition of  claim 1 , wherein B 1  is 
       
         
           
           
               
               
           
         
       
     
     
       13. The pharmaceutical composition of  claim 1 , wherein R 6C  is ethyl. 
     
     
       14. The pharmaceutical composition of  claim 1 , wherein the compound of Formula (I), or a pharmaceutically acceptable salt thereof, has a structure selected from the group consisting of: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
       15. The pharmaceutical composition of  claim 1 , wherein the compound of Formula (I), or a pharmaceutically acceptable salt thereof, has the structure 
       
         
           
           
               
               
           
         
       
     
     
       16. The pharmaceutical composition of  claim 1 , wherein the compound of Formula (I), or a pharmaceutically acceptable salt thereof, has the structure 
       
         
           
           
               
               
           
         
       
     
     
       17. The pharmaceutical composition of  claim 1 , wherein the compound of Formula (I), or a pharmaceutically acceptable salt thereof, has a structure selected from the group consisting of: 
       
         
           
           
               
               
           
         
       
     
     
       18. The pharmaceutical composition of  claim 1 , wherein the compound of Formula (I), or a pharmaceutically acceptable salt thereof, has a structure selected from the group consisting of: 
       
         
           
           
               
               
           
         
       
     
     
       19. The pharmaceutical composition of  claim 1 , wherein the compound of Formula (I), or a pharmaceutically acceptable salt thereof, has a structure selected from the group consisting of: 
       
         
           
           
               
               
           
         
       
     
     
       20. The pharmaceutical composition of  claim 1 , wherein the compound of Formula (I), or a pharmaceutically acceptable salt thereof, has the structure

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